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4-Methoxybenzenesulfonyl chloride is used as an anti-HIV as Pharmaceutical Intermediates. It also acts as protecting group agent for various nitrogen functions.
Yoshihiko Watanabe; Nobuyuki Mase; Moto-aki Tateyama; Takeshi Toru. An improved and efficient procedure for the preparation of chiral sulfinates from sulfonyl chloride using triphenylphosphine.Tetrahedron: Asymmetry.1999, 10 737-745.
Yujie Sun; Chengyin Wang; Qunyin Wen; Guoxiu Wang; Honghai Wang; Qishu Qu; Xiaoya Hu. Determination of Glyphosate and Aminomethylphosphonic Acid in Water by LC Using a New Labeling Reagent, 4-Methoxybenzenesulfonyl Fluoride.Chromatographia.2010, 72 679-686.
Amines and other N-functions can be protected as 4-methoxybenzenesufonyl (PMBS, Mps) derivatives: Chem. Pharm. Bull., 29, 2592 (1981), useful for the imidazole in histidines, stable to TFA and HBr/AcOH: Bull. Chem. Soc. Jpn., 47, 3146 (1974); J. Org. Chem., 45, 547 (1980); deprotection in TFA is promoted by dimethyl sulfide: J. Chem. Soc., Chem. Commun., 955 (1979). For deprotection of PMBS-indoles using Mg in methanol, see: J. Org. Chem., 62, 6519 (1997).
Also used for protection of the guanidino function of arginine residues in peptide synthesis. The sulfonamide is cleaved by triflic acid under less drastic conditions than tosyl groups: Chem. Pharm. Bull., 24, 1568 (1976). Compare also 4-Methoxy-2,3,6-trimethylbenzenesulfonyl chloride, L11829. See Appendix 6.
Gefahrenhinweise (EU): H314-H318
Causes severe skin burns and eye damage. Causes serious eye damage.
IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.